Homes for Sale Near Osceola High School in Kissimmee - 66 homes

Remarks: Welcome to this stunning move-in ready waterfront home! New Roof in January 2025! Nestled in highly sought-after gated community of Weston Reserve, and in a prime location in Kissimmee. Used as a second home, this impeccable 4-bedroom, 2-bath home offers a spacious open floor plan. Step inside to a bright foyer, high ceilings, and generously sized separate formal living room and dining room. The kitchen is both functional and welcoming, featuring 42” cabinetry with ample space, beautiful appliances, cozy breakfast nook, and openly leads to dining and family room – ideal for everyday living, hosting and entertaining. Sliding glass doors in both family room and primary suite open up to an oversized screened LANAI overlooking the beautiful pond and conservation area with serene atmosphere and no rear neighbors. The spacious primary suite boasts 2 walk-in closets, a peaceful retreat with private access to the patio and backyard—ideal for enjoying quiet mornings outdoors, and tranquil relaxation after a long day. The ensuite bathroom includes a beautifully tiled walk-in shower, a dual vanity with ample storage, and a huge spa tub. All 4 bedrooms, family room and Lanai has ceiling fans installed. Extended patio and backyard are ideal for BBQs, big family gatherings, and for little ones or pets to play around. Residents enjoy resort-style amenities, including a community pool, sand volleyball court, playground, BBQ area, and a private gated path access to Kissimmee Loop Trail, and the Shingle Creek Regional Trail. Located within close proximity to the Town Loop Shopping Center, this home provides unmatched convenience to restaurants, retails, gyms, supermarkets and everyday essentials. Conveniently located near major highways, Hospitals, schools, and churches. Orlando International Airport (MCO), Theme Parks, and International Drive’s iconic attractions are all within easy reach. Easy access and prime location make this home ideal for families, professionals, or anyone looking to enjoy the best of Florida living. Don’t miss your chance to make this wonderful property your dream home—schedule your private showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Dolly Strahan (407-234-8321)

Remarks: **WATERFRONT** If you're looking for an open-floor plan move-in ready home with a waterfront view, you've found it. Located in the heart of Hunter's Creek less than 5 minutes from The Loop Town Center, this home is ready to meet its new owners. Highlights: Three spacious bedrooms with walk-in California style closets, high ceilings, tons of windows and natural light, long entry corridor, gourmet kitchen with tiled mosaic floors, formal dining area PLUS a breakfast nook area, and a screened-in front porch and rear porch. Laundry room features custom built-in cabinets for extra storage and washer/dryer is also included. Major appliances: Roof (2020) AC (2019). Home is also equipped with wired security cameras, an irrigation system, and rain gutters. But let's be honest, the real selling point is that WATER VIEW. Talk about peace and serenity! Enjoy resort-style community amenities such as a community pool, clubhouse, fitness center, tennis courts, and walking trails. You'll never be bored! HOA covers your lawn maintenance and let's not forget, the community is gated and private. Located close to shopping plazas, restaurants, entertainment, medical facilities and highways, everything you could ever want is within a mile radius. Bonus: Disney is only 10 minutes away!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Angie Kollcaku (407-454-4078)

Remarks: Welcome to 2615 Rapollo Drive, a picturesque CORNER LOT home with a serene LAKEVIEW in the sought-after TAPESTRY community of Kissimmee, FL. This elegantly FURNISHED single-family residence boasts 3 cozy bedrooms, 2.5 modern bathrooms, a dedicated office space, and a versatile bonus room, perfect for families and investors alike. Step inside this rarely used gem to discover an immaculate interior that exudes comfort and class, ready for immediate move-in. The main living area seamlessly flows outdoors to a covered lanai where you can host delightful barbecues, or simply unwind on the charming front porch basking in Florida's sunshine and the stunning views of Tapestry's main lake.**SEE GREAT VIRTUAL TOUR ** Nestled on a generous 0.3-acre lot, this property features a sparkling pool, inviting you to cool off on warm days. With two parking spaces, your vehicles are well-accommodated. Tapestry doesn't skimp on amenities – enjoy the security of a guard gate, clubhouse, gym, and multiple lakes. Location is key, and this home is strategically placed minutes from The Loop Shopping Center, premium outlets, and with easy access to Disney World, Sea World, and Orlando International Airport. Don't miss the chance to own this rare, tranquil retreat in the heart of Kissimmee

Listing is courtesy of: REAL ESTATE COMPASS, LLC (407-402-0232)

Listing Agent: Marilia Neri (407-952-7551)

Remarks: Opportunity is knocking at Terra Condo’s in Kissimmee! This FIRST FLOOR ~ END-UNIT condo is being sold FURNISHED, and is priced so you can bring your vision and make it your own. Whether you are ready to modernize with fresh finishes or lean into a bit of its vintage charm, the possibilities are wide open here. With just a little TLC, this light and bright space can truly shine! A covered front entry welcomes you inside to a nice layout featuring dedicated living and dining spaces that feel open yet defined. Natural light pours in thanks to the end-unit location, giving the home an airy feel throughout. The galley-style kitchen offers a generous amount of cabinet and counter space, providing a functional layout that is ready for your personal touch. Off the dining area, sliding glass doors lead to a SCREENED LANAI complete with a convenient STORAGE closet – perfect for enjoying Florida’s year-round weather. Located in a GATED ACCESS, all owner-occupied community, Terra Condo offers amenities designed for easy living, including a COMMUNITY POOL and clubhouse, with water, sewer, and trash included in the HOA. The location puts you close to shopping, dining, local lakes, area resorts, and world-famous theme parks, making it ideal as a primary residence or seasonal getaway! If you have been looking for an affordable first-floor condo in Kissimmee with room to add value and personalize, this is your chance. Bring your ideas and unlock the potential! **Seller may consider buyer concessions if made in an offer**

Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)

Listing Agent: Jenny Wemert (407-809-1193)

Remarks: Beautiful Condo in Gated Bella Vista Community – Kissimmee! Move-in ready and perfect for homeowners or investors! This first-floor unit has been freshly painted in neutral tones and features a desirable split floor plan with 2 master suites and 2 full bathrooms. Enjoy abundant natural light and an open-concept living and dining area, ideal for entertaining. The kitchen is equipped with stainless steel appliances, granite countertops, and a breakfast bar, offering both style and functionality. Step out onto the screened-in patio and relax while enjoying peaceful views of the tennis court and lush, mature landscaping. Bella Vista offers excellent amenities, including a community pool, tennis court, fitness center, BBQ area, and playground. Conveniently located near Hwy 192, Historic Downtown Kissimmee, theme parks, shopping centers, outlets, and The LOOP, this property combines comfort with accessibility. HOA includes water, sewer, and insurance! Spacious, well-maintained, and ready for its new owner. Schedule your private showing today!

Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)

Listing Agent: Isabel Sirizzotti (407-361-8236)

Remarks: Welcome to this well-maintained 2-bedroom, 1-bathroom condo located in the desirable Terra Condos community in Kissimmee, Florida. Whether you're looking for a cozy full-time residence, a vacation home, or a promising investment property, this condo offers comfort, convenience, and a prime location. Situated just minutes from Kissimmee Gateway Airport, and close to an abundance of shops, restaurants, parks, and major highways, this location puts everything you need within easy reach. Plus, you're only a short drive from some of Central Florida’s most popular attractions, including Gatorland, Discovery Cove, SeaWorld Orlando, and the Disney Theme Parks. Inside, you'll find a functional layout with two spacious bedrooms, a full bathroom, and an open living and dining area perfect for relaxing or entertaining. The kitchen offers ample cabinet space, and the large windows provide plenty of natural light. Community Highlight include a Community pool for residents to enjoy and the fees include: pest control, sewer, trash, and water — for added value and peace of mind. Whether you're looking to invest or unwind, this affordable and low-maintenance condo offers a great opportunity in the heart of Kissimmee. Don’t miss out—schedule your showing today!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Vanessa Santiago (407-995-4630)